GB2050380B - Phosphorus containing compounds used in the preparation of cephalosporins - Google Patents
Phosphorus containing compounds used in the preparation of cephalosporinsInfo
- Publication number
- GB2050380B GB2050380B GB8014705A GB8014705A GB2050380B GB 2050380 B GB2050380 B GB 2050380B GB 8014705 A GB8014705 A GB 8014705A GB 8014705 A GB8014705 A GB 8014705A GB 2050380 B GB2050380 B GB 2050380B
- Authority
- GB
- United Kingdom
- Prior art keywords
- formula
- xii
- preparation
- carboxylic acid
- image
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 150000001875 compounds Chemical class 0.000 title abstract 3
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 title abstract 2
- 229910052698 phosphorus Inorganic materials 0.000 title abstract 2
- 239000011574 phosphorus Substances 0.000 title abstract 2
- 229930186147 Cephalosporin Natural products 0.000 title 1
- 229940124587 cephalosporin Drugs 0.000 title 1
- 150000001780 cephalosporins Chemical class 0.000 title 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical group N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 2
- 150000002081 enamines Chemical class 0.000 abstract 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 1
- 125000002252 acyl group Chemical group 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 abstract 1
- 125000006244 carboxylic acid protecting group Chemical group 0.000 abstract 1
- 239000003153 chemical reaction reagent Substances 0.000 abstract 1
- 150000002085 enols Chemical class 0.000 abstract 1
- 125000005842 heteroatom Chemical group 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 229910052757 nitrogen Chemical group 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 239000000376 reactant Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/62—Oxygen or sulfur atoms
- C07D213/63—One oxygen atom
- C07D213/65—One oxygen atom attached in position 3 or 5
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/06—Antiarrhythmics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/08—Vasodilators for multiple indications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/12—Antihypertensives
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Heart & Thoracic Surgery (AREA)
- Pharmacology & Pharmacy (AREA)
- Cardiology (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Urology & Nephrology (AREA)
- Vascular Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyridine Compounds (AREA)
- Cephalosporin Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Medicinal Preparation (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
There is described a process for preparing an enamine of formula (IX): <IMAGE> where R<2> is a carboxylic acid protecting group and R<3> is the residue of a carboxylic acid derived acyl group and where R<5> and R<6> are the same or different C1-4 alkyl or C1-10 aralkyl groups; or taken together with the adjacent nitrogen atom form a heterocyclic ring containing from 4 to 8 carbon atoms and optionally a further heteroatom selected from oxygen and nitrogen; by reacting a compound of formula (XII): <IMAGE> with an amine of formula HNR<5>R<6>, the reactant of formula (XII) being prepared by reaction of an appropriate enol derivative with a phosphorus reagent. The enamines of formula (IX) are useful in the preparation of 3- hydroxycephalosporins. The compounds of formula (XII) are novel.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US3566879A | 1979-05-03 | 1979-05-03 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| GB2050380A GB2050380A (en) | 1981-01-07 |
| GB2050380B true GB2050380B (en) | 1983-07-20 |
Family
ID=21884070
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB8014705A Expired GB2050380B (en) | 1979-05-03 | 1980-05-02 | Phosphorus containing compounds used in the preparation of cephalosporins |
Country Status (19)
| Country | Link |
|---|---|
| EP (1) | EP0019739B1 (en) |
| JP (1) | JPS55149260A (en) |
| AT (1) | ATE8501T1 (en) |
| DD (1) | DD150461A5 (en) |
| DE (1) | DE3068577D1 (en) |
| DK (1) | DK157540C (en) |
| ES (1) | ES491055A0 (en) |
| FI (1) | FI70212C (en) |
| GB (1) | GB2050380B (en) |
| GR (1) | GR68206B (en) |
| HU (1) | HU181115B (en) |
| IE (1) | IE49712B1 (en) |
| IL (1) | IL59978A (en) |
| MA (1) | MA18964A1 (en) |
| NO (1) | NO154130C (en) |
| OA (1) | OA06528A (en) |
| PL (1) | PL223984A1 (en) |
| PT (1) | PT71176A (en) |
| ZW (1) | ZW9680A1 (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4746670A (en) * | 1986-04-11 | 1988-05-24 | Ciba-Geigy Corporation | Use of 2-aminoalkyl-5-pyridinols as nootropic agents and antidepressants |
| JP4732662B2 (en) * | 2000-04-06 | 2011-07-27 | セイコーインスツル株式会社 | Battery holding structure for electronic watch |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3952101A (en) * | 1975-04-14 | 1976-04-20 | Smithkline Corporation | α-Amino methyl-5-hydroxy-2-pyridinemethanols |
-
1980
- 1980-04-30 NO NO801267A patent/NO154130C/en unknown
- 1980-04-30 HU HU80801080A patent/HU181115B/en not_active IP Right Cessation
- 1980-04-30 EP EP80102347A patent/EP0019739B1/en not_active Expired
- 1980-04-30 DE DE8080102347T patent/DE3068577D1/en not_active Expired
- 1980-04-30 AT AT80102347T patent/ATE8501T1/en not_active IP Right Cessation
- 1980-04-30 ES ES491055A patent/ES491055A0/en active Granted
- 1980-04-30 FI FI801411A patent/FI70212C/en not_active IP Right Cessation
- 1980-04-30 PT PT71176A patent/PT71176A/en unknown
- 1980-04-30 ZW ZW96/80A patent/ZW9680A1/en unknown
- 1980-05-01 IL IL59978A patent/IL59978A/en unknown
- 1980-05-01 DK DK193180A patent/DK157540C/en not_active IP Right Cessation
- 1980-05-02 GB GB8014705A patent/GB2050380B/en not_active Expired
- 1980-05-02 JP JP5800280A patent/JPS55149260A/en active Granted
- 1980-05-02 IE IE899/80A patent/IE49712B1/en not_active IP Right Cessation
- 1980-05-02 GR GR61845A patent/GR68206B/el unknown
- 1980-05-02 MA MA19024A patent/MA18964A1/en unknown
- 1980-05-02 DD DD80220844A patent/DD150461A5/en not_active IP Right Cessation
- 1980-05-03 OA OA57107A patent/OA06528A/en unknown
- 1980-05-03 PL PL22398480A patent/PL223984A1/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| DK193180A (en) | 1980-11-04 |
| IL59978A0 (en) | 1980-07-31 |
| FI801411A7 (en) | 1980-11-04 |
| EP0019739B1 (en) | 1984-07-18 |
| JPS6365662B2 (en) | 1988-12-16 |
| GR68206B (en) | 1981-11-10 |
| ZW9680A1 (en) | 1980-11-26 |
| PT71176A (en) | 1980-05-01 |
| DK157540C (en) | 1990-06-11 |
| ES8104229A1 (en) | 1981-04-01 |
| JPS55149260A (en) | 1980-11-20 |
| IE49712B1 (en) | 1985-11-27 |
| IE800899L (en) | 1980-11-03 |
| IL59978A (en) | 1984-03-30 |
| NO154130B (en) | 1986-04-14 |
| ATE8501T1 (en) | 1984-08-15 |
| FI70212B (en) | 1986-02-28 |
| NO801267L (en) | 1980-11-04 |
| HU181115B (en) | 1983-06-28 |
| ES491055A0 (en) | 1981-04-01 |
| DE3068577D1 (en) | 1984-08-23 |
| NO154130C (en) | 1986-07-23 |
| MA18964A1 (en) | 1980-12-31 |
| OA06528A (en) | 1981-07-31 |
| EP0019739A1 (en) | 1980-12-10 |
| DK157540B (en) | 1990-01-22 |
| PL223984A1 (en) | 1981-02-13 |
| DD150461A5 (en) | 1981-09-02 |
| GB2050380A (en) | 1981-01-07 |
| FI70212C (en) | 1986-09-15 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PE20 | Patent expired after termination of 20 years |
Effective date: 20000501 |